p-Bromotoluene - ≥99% , CAS No.106-38-7

CAS: 106-38-7 Cat. No.: B108900 Molecular Weight: 171.03 Beilstein Registry Number: 1903636 EC Number: 203-391-8

GRADE & PURITY ≥99%

Synonyms

DTXCID804661 | J-514846 | C5O | para-methylphenyl bromide | NCGC00090876-01 | CAS-106-38-7 | 1-Bromo-4-methylbenzene | 1-bromo-4-methyl-benzene | FT-0617928 | B0661 | Q27272425 | 1-Methyl-4-bromobenzene | EINECS 203-391-8 | p-Tolyl bromide | Toluene, p-br

Storage

Room temperature

Shipped In

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Overview

4-Bromotoluene is a p-substituted aryl bromide. 4-Bromotoluene undergoes C-O coupling reaction with 2,4-dimethylphenol catalyzed by the CuI/K2CO3/phen system. Complexes [Cu(phen)(1-(2,4-dimethylphenoxy)-4-methylbenzene)]+, {H[Cu(phen)(2,4-dimethylphenoxy)]}+ and [Cu(2,4-dimethylphenoxy)2]- were reported as intermediates during the reaction by in situ electrospray ionization mass spectrometry (ESI-MS) analysis. Suzuki coupling reaction of 4-bromotoluene and non-fluorescent phenylboronic acid (PBA) in the presence of palladium (II) acetate as a catalyst has been studied. Palladium catalyzed C-N cross-coupling reaction of 4-bromotoluene with piperidine in a microstructured continuous reactor has been described.4-Bromotoluene has been reported to undergo Heck reaction with styrene in the presence of in situ generated palladium complexes of phosphine-functionalized N-heterocyclic carbene ligands.
4-Bromotoluene was used in the synthesis of ketones by Cu/Pd-catalyzed decarboxylative cross-coupling reaction.

Specifications

Synonyms

DTXCID804661 | J-514846 | C5O | para-methylphenyl bromide | NCGC00090876-01 | CAS-106-38-7 | 1-Bromo-4-methylbenzene | 1-bromo-4-methyl-benzene | FT-0617928 | B0661 | Q27272425 | 1-Methyl-4-bromobenzene | EINECS 203-391-8 | p-Tolyl bromide | Toluene, p-br

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

FedEx DG Service

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488180569
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180569
• Canonical Smiles: CC1=CC=C(C=C1)Br
• IUPAC Name: 1-bromo-4-methylbenzene
• InChIKey: ZBTMRBYMKUEVEU-UHFFFAOYSA-N
• INCHI: 1S/C7H7Br/c1-6-2-4-7(8)5-3-6/h2-5H,1H3
• Isomeric SMILES: CC1=CC=C(C=C1)Br
• WGK Germany: 3
• RTECS: XS7965600
• Molecular Weight: 171.03
• Beilstein: 1903636
• Reaxy-Rn: 1903636
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1903636&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Halobenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Halobenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Bromobenzenes
• Alternative Parents: Toluenes Aryl bromides Organobromides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Toluene - Bromobenzene - Aryl halide - Aryl bromide - Hydrocarbon derivative - Organobromide - Organohalogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as bromobenzenes. These are organic compounds containing a bromine atom attached to a benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

Discover Target: NR3C1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water. Soluble in methanol.
• Freezing Point(°C): 26 °C
• Refractive Index: 1.5477
• Flash Point(°F): 185 °F
• Flash Point(°C): 85 °C
• Boil Point(°C): 184.3°C
• Melt Point(°C): 28.5°C
• Molecular Weight: 171.030 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 169.973 Da
• Monoisotopic Mass: 169.973 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 62.800
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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9. Mingxi Chen, Zhe Zhang, Lingzhi Li, Yu Liu, Wei Wang, Jianping Gao.  (2014)  Fast synthesis of Ag–Pd@reduced graphene oxide bimetallic nanoparticles and their applications as carbon–carbon coupling catalysts.  RSC Advances,  4  (58): (30914-30922).  [PMID:] [10.1039/C4RA05186F]

10. Junjie Wang, Yuanyuan Ma, Jianwei Song, Chuanyou Xiao, He Huang, Chenghui Sun, Siping Pang.  (2025)  A design strategy of high-activity swarm mobile nanocatalysts for hydrogenolysis of complex N-benzyl compounds via anchoring–confinement synergy.  Journal of Materials Chemistry A,      [PMID:] [10.1039/D4TA08633C]

11. Mengxue Zhou, Zihao Wang, Mengyu Li, Qi Chen, Shengmin Zhang, Jianglin Wang.  (2024)  Passivated hydrogel interface: Armor against foreign body response and inflammation in small-diameter vascular grafts.  BIOMATERIALS,      [PMID:39724767] [10.1016/j.biomaterials.2024.123010]

12. Zeqi Wu, Feng Niu, Wenhao Yao, Siyuan Gao, Da Chen, Yuexiang Huang.  (2024)  Photocatalytic Selective Oxidation of Toluene over Chlorine-Coordinated MIL-101(Fe) under Ambient Conditions.  LANGMUIR,      [PMID:39312413] [10.1021/acs.langmuir.4c02431]